Exploring the Photophysical Properties of Perflourobenzene-Furan Co-Oligomers

The addition of perfluorinated phenyl rings to conjugated systems often results in desired properties such as higher stability, lower sublimation temperature as well as lowering of the HOMO and LUMO levels.[i] Perfluorinated rings often induces π-π stacking, and therefore greatly affects the solid state properties.

We have previously introduced furan oligomers, which displayed good field effect mobility and strong fluorescence.[ii] However, most furan oligomers suffer from low stability, which restrict their application as organic field effect transistors (OFETs) or organic light emitting diodes (OLEDs). In this work we introduce perfluorobenzene-oligofurans co-oligomers (PFB-nF), and report their properties. We find that PFB-nF are relatively stable, highly fluorescent and display interesting photophysical and solid state properties.

[i] F. Babudri, G. M. Farinola, F. Naso, R. Ragni, Chem. Commun. 2007, 1003–1022.

[ii] O. Gidron, M. Bendikov, Angew. Chem. Int. Ed. 2014, 53, 2546–2555